WO2002005759A1 - Preparations cosmetiques decoratives contenant un dialkylcarbonate et des oxydes metalliques - Google Patents

Preparations cosmetiques decoratives contenant un dialkylcarbonate et des oxydes metalliques Download PDF

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Publication number
WO2002005759A1
WO2002005759A1 PCT/EP2001/007820 EP0107820W WO0205759A1 WO 2002005759 A1 WO2002005759 A1 WO 2002005759A1 EP 0107820 W EP0107820 W EP 0107820W WO 0205759 A1 WO0205759 A1 WO 0205759A1
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Prior art keywords
linear
alcohols
esters
fatty
carbon atoms
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PCT/EP2001/007820
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German (de)
English (en)
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WO2002005759A8 (fr
Inventor
Alberto Corbella
Achim Ansmann
Rolf Kawa
Samir F. Naggiar
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Cognis Deutschland Gmbh & Co. Kg
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Application filed by Cognis Deutschland Gmbh & Co. Kg filed Critical Cognis Deutschland Gmbh & Co. Kg
Priority to KR10-2003-7000788A priority Critical patent/KR20040005812A/ko
Priority to CA002418336A priority patent/CA2418336A1/fr
Priority to EP01957933A priority patent/EP1301160A1/fr
Priority to JP2002511693A priority patent/JP2004503571A/ja
Priority to AU2002227526A priority patent/AU2002227526A1/en
Priority to BR0112537-0A priority patent/BR0112537A/pt
Publication of WO2002005759A1 publication Critical patent/WO2002005759A1/fr
Publication of WO2002005759A8 publication Critical patent/WO2002005759A8/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/08—Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/12—Face or body powders for grooming, adorning or absorbing

Definitions

  • the invention is in the field of decorative cosmetics and relates to preparations, in particular make-ups, lipsticks, mascaras, eye shadows and the like, which are characterized in that they contain dialkyl carbonates and metal oxides.
  • the object of the present invention was therefore to provide cosmetic preparations with pigments or metal oxides which, compared to the prior art, have lower viscosities without separation occurring after prolonged storage or exposure to heat. Furthermore, metal oxides, preferably iron oxides, should be easy to disperse and incorporate. Description of the invention
  • the present invention relates to cosmetic preparations containing - based on the final concentration -
  • the invention further relates to a process for dispersing metal oxides in cosmetic preparations, which is characterized in that from 2 to 30, preferably 4 to 18 and in particular 6 to 15% by weight of metal oxides in 1 to 20, preferably 5 to 15 and in particular 7 to 12% by weight of dialkyl carbonates are dispersed and these mixtures are added to decorative cosmetic preparations.
  • dialkyl carbonates and metal oxides can be used to produce low-viscosity preparations which, in comparison to the prior art, do not separate after prolonged storage and are therefore highly stable.
  • higher amounts of metal oxides, such as iron oxides can be dispersed and incorporated into such formulations, so that these preparations are particularly suitable for decorative cosmetics which, owing to their higher concentration of metal oxides, have good coloring and covering properties (e.g. make-up). They are therefore ideal for use in decorative cosmetic preparations.
  • Dialkyl carbonates which form component (a), are basically known substances, even if some of the claimed carbonates are described here for the first time.
  • the substances can be prepared by transesterification of dimethyl or diethyl carbonate with the aforementioned hydroxy compounds using the methods of the prior art; an overview of this can be found, for example, in Chem.Rev. 96, 951 (1996).
  • Dialkyl carbonates of the formula (I) are basically known substances, even if some of the claimed carbonates are described here for the first time.
  • the substances can be prepared by transesterification of dimethyl or diethyl carbonate with the aforementioned hydroxy compounds using the methods of the prior art; an overview of this can be found, for example, in Chem.Rev. 96, 951 (1996).
  • Dialkyl carbonates of the formula (I) are basically known substances, even if some of the claimed carbonates are described here for the first time.
  • the substances can be prepared by transesterification of dimethyl or diethyl
  • R 1 represents a linear alkyl radical having 6 to 20, preferably 8 to 18 carbon atoms or a 2-ethylhexyl radical and R 2 represents R 1 or methyl;
  • R 1 represents a linear alkyl radical having 12 to 18 carbon atoms
  • R 2 represents R 1 or methyl and n and m each represent numbers from 1 to 10;
  • R 1 is a radical of a polyol which is selected from the group formed by glycerol, alkylene glycols, technical oligoglycerol mixtures, methylol compounds, lower alkyl glucosides, sugar alcohols, sugars and amino sugars, and R 2 for R 1 , one linear or branched alkyl radical with 8 to 12 carbon atoms or methyl.
  • dialkyl carbonates of the two groups (A) and (B) are complete or partial transesterification products of dimethyl and / or diethyl carbonate with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palm oleyl alcohol, , Isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, for example in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as a monomer fraction in the dimerization of unsaturated
  • the carbonates of group (C) are described here for the first time. These are substances which are obtained by completely or partially transesterifying dimethyl and / or diethyl carbonate with polyols. Polyols which are suitable for the purposes of the invention preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
  • Alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Lower alkyl glucosides especially those with 1 to 8 carbons in the alkyl radical such as methyl and butyl glucoside;
  • Sugar alcohols having 5 to 12 carbon atoms such as, for example, sorbitol or mannitol,
  • Aminosugars such as glucamine.
  • the agents according to the invention can contain the dialkyl carbonates, preferably those of group A, in particular dioctyl carbonates and / or dihexyl carbonates in amounts of 1 to 20, preferably 3 to 15 and in particular 7 to 12% by weight, based on the final concentration.
  • the agents according to the invention preferably contain oxides of zinc, titanium, iron, zirconium, silicon, manganese, chromium, aluminum and cerium as well as mixtures thereof. Oxides of iron and titanium are used in particular.
  • the particles should have an average diameter of less than 100 nm, preferably between 7 and 40 nm and in particular between 10 and 25 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or a shape which differs from the spherical shape in some other way.
  • the pigments can also be surface-treated, ie hydrophilized or hydrophobicized.
  • Typical examples are coated titanium dioxides, such as titanium dioxide T 805 (Degussa) or Eusolex® T2000 (Merck). Silicones, and in particular trialkoxyoctylsilanes or simethicones, are particularly suitable as hydrophobic coating agents. Micronized zinc oxide and iron oxide are preferably used.
  • the metal oxides are used in the preparations according to the invention in amounts of 2 to 30, preferably 4 to 18 and in particular 6 to 15% by weight, based on the final composition.
  • the agents according to the invention can contain oil components as a further component, such as Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear C6-C22 fatty alcohols, esters of branched C6-C13 - Carboxylic acids with linear C6-C22 fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl stearate, cetyl stearate, cetyl stearate, cetyl stearate, cetyl stearate, cetyl stearate, cetyl stearate, cetyl stearate,
  • esters of linear C6-C22 fatty acids with branched alcohols in particular 2-ethylhexanol
  • esters of hydroxycarboxylic acids with linear or branched C ⁇ -C22 fatty alcohols in particular dioctyl malates
  • esters of linear and / or branched fatty acids with polyhydric alcohols such as eg propylene glycol, dimer diol or trimer triol
  • polyhydric alcohols such as eg propylene glycol, dimer diol or trimer triol
  • Guerbet alcohols triglycerides based on C6-C22 fatty acids, liquid mono- / di- / triglyceride mixtures based on C6-Ci8 fatty acids
  • esters of C ⁇ -C ⁇ ⁇ fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids especially benzoic acid, esters of C2-C * i2-dicarboxylic acids with linear or branched
  • the oil bodies can be used in the preparations according to the invention in amounts of 10 to 80, preferably 25 to 65 and in particular 30 to 50% by weight, based on the final composition.
  • Cosmetic preparations are used in the preparations according to the invention in amounts of 10 to 80, preferably 25 to 65 and in particular 30 to 50% by weight, based on the final composition.
  • the dialkyl carbonates according to the invention are low-viscosity compared to the prior art and preferably have viscosities of 2000 to 4000 mPas (Brookfield, 23 ° C., spindle 5, 10 rpm). They are used with the addition of other auxiliaries and additives in decorative cosmetic preparations, such as, for example, make-ups, blushes, lipsticks, mascaras, eye pencils, eye shadows, nail polishes and the like. Another object of the invention therefore relates to the use of the agents according to the invention in decorative preparations.
  • agents can also be used as further auxiliaries and additives, mild surfactants, emulsifiers, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic active ingredients, antioxidants, deodorants, antiperspirants, antidandruff agents, swelling agents Insect repellents, self-tanners, tyrosine inhibitors (depigmenting agents), hydrotropes, solubilizers, preservatives, perfume oils, dyes and the like.
  • Anionic, nonionic, cationic and / or amphoteric or amphoteric surfactants may be present as surface-active substances, the proportion of which in the compositions is usually about 1 to 70, preferably 5 to 50 and in particular 10 to 30% by weight.
  • anionic surfactants are soaps, alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, (ether) ether sulfate, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates, hydroxymether amide sulfates
  • anionic surfactants contain polyglycol ether chains, these can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or especially glucoramide amide hydrolysis products, glucoronic acid protein derivatives, and glucoronic acid protein derivatives Wheat base), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
  • nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • cationic surfactants are quaternary ammonium compounds, such as that Dimethyldistearylammonium chloride, and esterquats, especially quaternized fatty acid trialkanolamine ester salts.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds.
  • Typical examples of particularly suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid ethionates, fatty acid sarcosinates, fatty acid aurides, fatty acid glutamates, ⁇ -olefin sulfonate, alkyl fatty amide amide fatty acids, ether carolamide glybogloboacetate or protein fatty acid condensates, the latter preferably based on wheat proteins.
  • Suitable emulsifiers are nonionic surfactants from at least one of the following groups:
  • Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides saturated (e.g. cellulose) unsaturated, linear or branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
  • Block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
  • Polymer emulsifiers e.g. Pemulen types (TR-1, TR-2) from Goodrich;
  • adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols or with castor oil are known, commercially available products. These are mixtures of homologs whose average degree of alkoxylation is based on the ratio of the amounts of ethylene oxide and / or propylene oxide and Substrate with which the addition reaction is carried out corresponds.
  • Ci2 / i8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
  • Alkyl and / or alkenyl oligoglycosides their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms.
  • the glycoside residue both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable.
  • the degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
  • Suitable partial glycerides are hydroxystearic acid monoglyceride, stearic acid diglyceride hydroxy, isostearic acid, Isostearinklarediglycerid, oleic acid monoglyceride, oleic acid diglyceride, Ricinolklaremoglycerid, Ricinolklarediglycerid, Linolklaremonoglycerid, linoleic acid diglyceride, LinolenTalkremonoglycerid, Linolenchurediglycerid, Erucaklaklamonoglycerid, erucic acid diglyceride, rid Weinchuremonoglycerid, Weinklarediglycerid, Citronenklamonoglycerid, Citronendiglyce-, Malic acid monoglyceride, malic acid diglyceride and their technical mixtures, which may still contain minor amounts of triglyceride from the manufacturing process. Addition products of 1 to 30, preferably 5 to
  • polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® Gl 34), polyglyceryl-3 oleates, diisostearoyl polyglyearylate-3 (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Gera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL) , Polyglyceryl-3 Distearate (Cremophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Is
  • polystyrene resin examples include the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, taig fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like which are optionally reacted with 1 to 30 mol of ethylene oxide.
  • Zwitterionic surfactants can also be used as emulsifiers.
  • Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylm -hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for
  • Suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are surface-active compounds which, in addition to a C ⁇ -alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SOsH group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine.
  • cationic surfactants are also suitable as emulsifiers, where those of the esterquat type, preferably methylquaternized difatty acid triethanolamine ester salts, are particularly preferred.
  • the waxes include natural waxes, e.g. Candelilla wax, garnauba wax, japan wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walrate, lanolin (wool wax), pretzel fat, ceresin, ozocerite (earth wax), petrolatum, paraffin wax; chemically modified waxes (hard waxes), e.g. Montanester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as Polyalkylene waxes and polyethylene glycol waxes in question.
  • natural waxes e.g. Candelilla wax, garnauba wax, japan wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, bees
  • lecithins In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives.
  • lecithins as those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often referred to in the professional world as phosphatidylcholines (PC) and follow the general formula,
  • R typically represents linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds.
  • lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids.
  • phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats.
  • sphingosines or sphingolipids are also suitable.
  • Pearlescent waxes are: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances like for example fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms and 2 to 10
  • Suitable consistency agents are primarily fatty alcohols or hydroxyfatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides, fatty acids or hydroxyfatty acids. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates (eg carbopols) ® and Pemulen types from Goodrich; Synthalene® from Sigma; Keltrol types from Kelco; Sepigel types from Seppic; Salcare types from Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides
  • Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate or ricinoleate can be used as stabilizers.
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as e.g.
  • Luviquat® condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, e.g. Amodimethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, e.g.
  • cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1, 3-propane, cationic guar gum, e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers such as e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
  • dihaloalkylene such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1, 3-propane
  • cationic guar gum e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese
  • quaternized ammonium salt polymers such as e.g. Mira
  • Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their crosslinked polyols and their esters, polyols and their polyols , Acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert.butylaminoethyl methacrylate / 2-hydroxyproyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethylroloyl methacrylate and
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and also ino-, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature , Simethicones, which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates, are also suitable.
  • Simethicones which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates
  • Antioxidants can also be added which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin.
  • Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-camosine, L-carnosine and their derivatives (e.g. Anserine), carotenoids, carotenes (e.g. ⁇ -carotene, ⁇ -carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (e.g.
  • thiols e.g. thioredoxin, Glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cho lesteryl and glyceryl esters
  • salts dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g.
  • buthioninsulfoximines homocysteine sulfoximine, penta-, hexane-sulfonimine, butioninsulfonimine, butioninsulfone imine) Heptathioninsulfoxim in) in very low tolerable doses (e.g.
  • chelators eg ⁇ -hydroxyfatty acids, palmitic acid, phytic acid, lactoferrin, -hydroxy acids (eg citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA , EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. ⁇ -linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g.
  • ascorbyl palmitate Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as coniferyl benzoate of benzoin, rutinic acid and its derivatives, ⁇ -glycosylrutin, ferulic acid, furfurylidene glucitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydric acid guajak Nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, zinc and its derivatives (e.g.
  • ZnSO-i selenium and its derivatives (e.g. Selenium-methionine), stilbenes and their derivatives (e.g. stilbene oxide, trans-stilbene oxide) and the derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances which are suitable according to the invention.
  • stilbenes and their derivatives e.g. stilbene oxide, trans-stilbene oxide
  • derivatives salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids
  • biogenic active substances are tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes to understand.
  • Montmorillonites, clay minerals, pemules and alkyl-modified carbopol types can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
  • Dihydroxyacetone is suitable as a self-tanner.
  • Arbutin, kojic acid, coumaric acid and ascorbic acid (vitamin C) can be used as tyrosine inhibitors, which prevent the formation of melanin and are used in depigmenting agents.
  • Hydrotropes such as ethanol, isopropyl alcohol, or polyols can also be used to improve the flow behavior.
  • Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups.
  • the polyols can also contain further functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
  • Alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Dialcohol amines such as diethanolamine or 2-amino-1, 3-propanediol.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
  • Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexyl benzylatepylpropionate, allyl cyclohexyl propyl pionate.
  • the ethers include, for example, benzyl ethyl ether
  • the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal
  • the ketones include, for example, the jonones, ⁇ -isomethyl ionone and methyl cedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol
  • the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, for example sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • Both organic and inorganic fillers can be used.
  • Talc, mica (e.g. Sericite), barium sulfates, polyethylenes, polytetrafluoroethylenes, nylon powder, and methyl methyl methacrylate powder (PMMA) are preferably used.
  • the total proportion of auxiliaries and additives can be 1 to 80, preferably 5 to 50 and in particular 7 to 10% by weight, based on the composition.
  • the agents can be produced by customary cold or hot emulsions or else by the PIT process.
  • Table 1 Cosmetic preparations - amounts in% by weight of active substance -
  • Table 2 contains a number of formulation examples for various decorative cosmetic products using dialkyl carbonates. It means: (1) Foundation Cream; (2) pressed face powder; (3) blush; (V1, V2) Comparative tests
  • Table 2 Decorative cosmetic preparations - amounts in% by weight of active substance -

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne des préparations cosmétiques, caractérisées en ce qu'elles comprennent en se basant sur la concentration finale (a) 3 à 20 % en poids de dialkylcarbonate, et (b) 4 à 30 % en poids d'oxydes métalliques, étant entendu que les quantités indiquées sont complétées à 100 % en poids, le cas échéant, avec de l'eau et d'autres adjuvants et additifs.
PCT/EP2001/007820 2000-07-17 2001-07-07 Preparations cosmetiques decoratives contenant un dialkylcarbonate et des oxydes metalliques WO2002005759A1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR10-2003-7000788A KR20040005812A (ko) 2000-07-17 2001-07-07 디알킬 카보네이트 및 금속 산화물을 함유하는 치장용화장 제제
CA002418336A CA2418336A1 (fr) 2000-07-17 2001-07-07 Preparations cosmetiques decoratives contenant un dialkylcarbonate et des oxydes metalliques
EP01957933A EP1301160A1 (fr) 2000-07-17 2001-07-07 Preparations cosmetiques decoratives contenant un dialkylcarbonate et des oxydes metalliques
JP2002511693A JP2004503571A (ja) 2000-07-17 2001-07-07 ジアルキルカーボネートおよび金属酸化物を含有する化粧調剤
AU2002227526A AU2002227526A1 (en) 2000-07-17 2001-07-07 Decorative cosmetic preparations containing dialkyl carbonates and metal oxides
BR0112537-0A BR0112537A (pt) 2000-07-17 2001-07-07 Preparações cosméticas de embelezamento contendo dialquilcarbonatos e óxidos de metal

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10035071A DE10035071A1 (de) 2000-07-17 2000-07-17 Dekorative kosmetische Zubereitungen
DE10035071.2 2000-07-17

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WO2002005759A1 true WO2002005759A1 (fr) 2002-01-24
WO2002005759A8 WO2002005759A8 (fr) 2002-03-28

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US (1) US20030180374A1 (fr)
EP (1) EP1301160A1 (fr)
JP (1) JP2004503571A (fr)
KR (1) KR20040005812A (fr)
CN (1) CN1443057A (fr)
AU (1) AU2002227526A1 (fr)
BR (1) BR0112537A (fr)
CA (1) CA2418336A1 (fr)
DE (1) DE10035071A1 (fr)
WO (1) WO2002005759A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
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DE10323703A1 (de) * 2003-05-22 2004-12-23 Beiersdorf Ag Mikrobizide Zubereitungen und ihre Verwendung
JP2008506023A (ja) * 2004-07-08 2008-02-28 コノコフィリップス・カンパニー 合成炭化水素生成物
EP1925292A1 (fr) * 2006-11-23 2008-05-28 L'Oréal Composition cosmétique comprenant au moins un ester d'acide carbonique volatil
WO2008061985A1 (fr) * 2006-11-23 2008-05-29 L'oreal Composition cosmétique comprenant au moins un solvant volatil à base d'hydrocarbure aprotique
FR2908990A1 (fr) * 2006-11-23 2008-05-30 Oreal Composition cosmetique comprenant au moins un ester d'acide carbonique volatil
US9211243B2 (en) 2006-11-23 2015-12-15 L'oreal Cosmetic composition comprising at least one volatile ester
WO2021058159A1 (fr) * 2019-09-23 2021-04-01 Henkel Ag & Co. Kgaa Produit pour colorer une matière kératinique, contenant de l'aminosilicone, un composé chromophore et un ester d'acide carbonique organique

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2842729B1 (fr) * 2002-07-24 2005-12-02 Bergerac Nc Compositions cellulosiques pour vernis a ongles a sechage rapide
EP1779893B1 (fr) * 2005-10-26 2011-06-15 KPSS-Kao Professional Salon Services GmbH Procédé de préparation d'une composition aqueuse

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WO1999011235A2 (fr) * 1997-08-29 1999-03-11 Cognis Deutschland Gmbh Agents de protection contre le soleil
JPH11106326A (ja) * 1997-09-30 1999-04-20 Nikko Chemical Co Ltd 炭酸ジエステルを含有する外用剤又は化粧料
DE19752564A1 (de) * 1997-11-27 1999-07-01 Henkel Kgaa Pigmentdispersionen
DE19827661A1 (de) * 1998-06-22 1999-12-23 Henkel Kgaa Verwendung von Dialkylcarbonaten
JP3159420B2 (ja) * 1994-04-14 2001-04-23 カネボウ株式会社 油性化粧料
EP1147760A2 (fr) * 2000-04-18 2001-10-24 Beiersdorf AG Emulsions E/H contenant des componets lipidique à basse viscositè s'etalant

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JP3159420B2 (ja) * 1994-04-14 2001-04-23 カネボウ株式会社 油性化粧料
WO1999011235A2 (fr) * 1997-08-29 1999-03-11 Cognis Deutschland Gmbh Agents de protection contre le soleil
JPH11106326A (ja) * 1997-09-30 1999-04-20 Nikko Chemical Co Ltd 炭酸ジエステルを含有する外用剤又は化粧料
DE19752564A1 (de) * 1997-11-27 1999-07-01 Henkel Kgaa Pigmentdispersionen
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EP1147760A2 (fr) * 2000-04-18 2001-10-24 Beiersdorf AG Emulsions E/H contenant des componets lipidique à basse viscositè s'etalant

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10323703A1 (de) * 2003-05-22 2004-12-23 Beiersdorf Ag Mikrobizide Zubereitungen und ihre Verwendung
JP2008506023A (ja) * 2004-07-08 2008-02-28 コノコフィリップス・カンパニー 合成炭化水素生成物
EP1925292A1 (fr) * 2006-11-23 2008-05-28 L'Oréal Composition cosmétique comprenant au moins un ester d'acide carbonique volatil
WO2008061985A1 (fr) * 2006-11-23 2008-05-29 L'oreal Composition cosmétique comprenant au moins un solvant volatil à base d'hydrocarbure aprotique
FR2908990A1 (fr) * 2006-11-23 2008-05-30 Oreal Composition cosmetique comprenant au moins un ester d'acide carbonique volatil
US9211243B2 (en) 2006-11-23 2015-12-15 L'oreal Cosmetic composition comprising at least one volatile ester
WO2021058159A1 (fr) * 2019-09-23 2021-04-01 Henkel Ag & Co. Kgaa Produit pour colorer une matière kératinique, contenant de l'aminosilicone, un composé chromophore et un ester d'acide carbonique organique
CN114423406A (zh) * 2019-09-23 2022-04-29 汉高股份有限及两合公司 用于使角蛋白材料着色的含有氨基硅酮、着色化合物和有机碳酸酯的药剂

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AU2002227526A1 (en) 2002-01-30
WO2002005759A8 (fr) 2002-03-28
BR0112537A (pt) 2003-07-01
JP2004503571A (ja) 2004-02-05
KR20040005812A (ko) 2004-01-16
DE10035071A1 (de) 2002-01-31
CN1443057A (zh) 2003-09-17
CA2418336A1 (fr) 2003-01-17
EP1301160A1 (fr) 2003-04-16
US20030180374A1 (en) 2003-09-25

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